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Oxidation of pyrimidine bases and their derivatives with hydrogen peroxide in hydrochloric acid.

Oxidation of cytosine with H2O2 in 1 N-HCl gave 5-chlorocytosine and 5-chlorouracil. The reaction of uracil gave 5-chlorouracil. Treatment of thymine with H2O2 in 0.1 N-HCl gave 5-chloro-6-hydroperoxy-5,6-dihydrothymine, while the reaction in 1 N-HCl gave 5-chloro-6-hydroxy-5,6-dihydrothymine. Heating of 5-chloro-6-hydroperoxy-5,6-dihydrothymine in water gave 5-chloro-5-methylbarbituric acid.

Chemical Phenomena↗